Bioassay-Directed Isolation and Identification of Phytotoxic and Fungitoxic Acetylenes from Conyza canadensis

被引:32
作者
Queiroz, Sonia C. N. [2 ]
Cantrell, Charles L. [1 ]
Duke, Stephen O. [1 ]
Wedge, David E. [1 ]
Nandula, Vijay K. [3 ]
Moraes, Rita M. [4 ,5 ]
Cerdeira, Antonio L. [2 ]
机构
[1] Agr Res Serv, Natl Prod Utilizat Res Unit, USDA, University, MS 38677 USA
[2] EMBRAPA Environm, BR-13820000 Jaguariuna, SP, Brazil
[3] Agr Res Serv, Crop Prod Syst Res Unit, USDA, Stoneville, MS 38776 USA
[4] Univ Mississippi, Natl Ctr Nat Prod Res, Sch Pharm, University, MS 38677 USA
[5] Univ Mississippi, Ctr Water & Wetland Resources, Abbeville, MS 38601 USA
关键词
horseweed; acetylenes; Conyza canadensis; phytotoxic; antifungal; fungicide; herbicide; allelopathy; GROWTH; POLYACETYLENES; BIOAUTOGRAPHY; SUBSTANCES; ASTERACEAE; ASTEREAE; LACTONES; MODES; WEED;
D O I
10.1021/jf3010367
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Conyza canadensis (L.) Cronquist syn. (horseweed) is a problematic and invasive weed with reported allelopathic properties. To identify the phytotoxic constituents of the aerial parts, a systematic bioactivity-guided fractionation of the dichloromethane extract was performed. Three active enyne derivatives, (2Z,8Z)-matricaria acid methyl ester, (4Z,8Z)-matricaria lactone, and (4Z)-lachnophyllum lactone, were identified. The lactones inhibited growth of the monocot Agrostis stolonifera (bentgrass) and the dicot Lactuca sativa (lettuce) at 1 mg mL(-1), while the (2Z,8Z)-matricaria acid methyl ester was less active. In a dose response screening of the lactones for growth inhibitory activity against Lemna paucicostata, (4Z)-lachnophyllum lactone was the most active with an IC50 of 104 mu M, while the (4Z,8Z)-matricaria lactone was less active (IC50 of 220 mu M). In a fungal direct bioautography assay, the two lactones at 10 and 100 mu g/spot inhibited growth of the plant pathogenic fungi Colletotrichum acutatum, Colletotrichum fragariae, and Colletotrichum gloeosporioides. In a dose response screening of the lactones against six different plant pathogenic fungi, (4Z,8Z)-matricaria lactone was more active than the commercial fungicide azoxystrobin on Col. acutatum, Col. fragariae, and Col. gloeosporioides at 30 mu M and about as active as the commercial fungicide captan against Col. gloeosporioides, while (4Z)-lachnophyllum lactone was less active.
引用
收藏
页码:5893 / 5898
页数:6
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